Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 66664633 | HCID 66664633 | — |
| Reactant | HCID 178503843 | HCID 178503843 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178492026 | HCID 178492026 | — |
Reaction Steps
To the stirred solution of 6-bromo-N4-(2,4-dimethoxyphenyl)quinoline-3,4-diamine (10.69 mmol) in DMF (10 mL) was added dimethylcyanocarbonimidodithioate (16.03 mmol) followed by cesium carbonate (32.1 mmol) and the resulting reaction mixture was heated at 80° C. for 18 h. Completion of reaction was monitored by TLC, solvent evaporated under reduced pressure. Residue was diluted with water & extracted with ethyl acetate (250 mlx 5), organic layer were dried over anhydrous Na2SO4 and evaporated under vacuum. Crude product was further purified on silica gel column using MeOH/CHCl3 (8%) as elute to afford desired product as off-white solid. 1H NMR (300 MHz, DMSO-d6): δ 13.72 (s, 1H), 8.93 (s, 1H), 8.03 (d, J=9 Hz, 1H), 7.77 (dd, J=3.9 Hz, 1H), 7.58 (d, J=9 Hz, 1H), 7.16 (d, J=3 Hz, 1H), 6.93 (d, J=3 Hz, 1H), 6.84 (dd, J=3, 9 Hz, 1H), 3.92 (s, 3H), 3.69 (s, 3H); MS (m/z): 424 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062046B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-d952cebe729e412cbfce43f36fd419d7 |
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| Source note | uspto-grants-2015_06 |
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